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WO2021217241A1 - Procédé de production d'un extrait de biomasse de cannabaceae purifié - Google Patents

Procédé de production d'un extrait de biomasse de cannabaceae purifié Download PDF

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Publication number
WO2021217241A1
WO2021217241A1 PCT/CA2021/050492 CA2021050492W WO2021217241A1 WO 2021217241 A1 WO2021217241 A1 WO 2021217241A1 CA 2021050492 W CA2021050492 W CA 2021050492W WO 2021217241 A1 WO2021217241 A1 WO 2021217241A1
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WO
WIPO (PCT)
Prior art keywords
cannabaceae
biomass
crude
biomass extract
alcoholic
Prior art date
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Ceased
Application number
PCT/CA2021/050492
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English (en)
Inventor
Xavier PIGEON
Claudia CARPENTIER
Maëlle DERRIEN
Simon GIRET
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Purcann Pharma Inc
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Purcann Pharma Inc
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Filing date
Publication date
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Priority to US17/996,548 priority Critical patent/US20230218692A1/en
Priority to CA3180647A priority patent/CA3180647A1/fr
Publication of WO2021217241A1 publication Critical patent/WO2021217241A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D11/00—Solvent extraction
    • B01D11/02—Solvent extraction of solids
    • B01D11/028—Flow sheets
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/105—Plant extracts, their artificial duplicates or their derivatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
    • A61K31/05—Phenols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
    • A61K31/352—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom condensed with carbocyclic rings, e.g. methantheline 
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18—Magnoliophyta (angiosperms)
    • A61K36/185—Magnoliopsida (dicotyledons)
    • A61K36/348—Cannabaceae
    • A61K36/3482—Cannabis
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D11/00—Solvent extraction
    • B01D11/02—Solvent extraction of solids
    • B01D11/0288—Applications, solvents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
    • C07C37/70—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment
    • C07C37/82—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment by solid-liquid treatment; by chemisorption
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/78—Ring systems having three or more relevant rings
    • C07D311/80—Dibenzopyrans; Hydrogenated dibenzopyrans
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
    • A61K2236/10—Preparation or pretreatment of starting material
    • A61K2236/15—Preparation or pretreatment of starting material involving mechanical treatment, e.g. chopping up, cutting or grinding
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
    • A61K2236/10—Preparation or pretreatment of starting material
    • A61K2236/17—Preparation or pretreatment of starting material involving drying, e.g. sun-drying or wilting
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
    • A61K2236/30—Extraction of the material
    • A61K2236/33—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones
    • A61K2236/333—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones using mixed solvents, e.g. 70% EtOH
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
    • A61K2236/30—Extraction of the material
    • A61K2236/37—Extraction at elevated pressure or temperature, e.g. pressurized solvent extraction [PSE], supercritical carbon dioxide extraction or subcritical water extraction
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
    • A61K2236/50—Methods involving additional extraction steps
    • A61K2236/53—Liquid-solid separation, e.g. centrifugation, sedimentation or crystallization
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D11/00—Solvent extraction
    • B01D11/02—Solvent extraction of solids
    • B01D11/0203—Solvent extraction of solids with a supercritical fluid

Definitions

  • the present disclosure relates to a method for producing a purified cannabaceae biomass extract.
  • cannabinoid compounds have been studied for various reasons over the past decades. In the recent years, the use of cannabinoids as pharmaceutical, cosmetic or recreational products has increased in several countries. Purified cannabinoids, especially cannabinoids without tetrahydrocannabinol are particularly sought after to avoid psychoactive effects.
  • cannabinoids are coming from the extraction of hemp and/or cannabis biomass.
  • cannabinoids are mixed together in the extract in different proportions and it is a challenge to separate them from each other.
  • An aspect relates to a method for producing a purified cannabaceae biomass extract, the method comprising providing a crude alcoholic cannabaceae biomass extract comprising at least two cannabinoid compounds in an alcoholic solvent; circulating said crude alcoholic cannabaceae biomass extract through a powdered layer of activated carbon; and recovering said purified cannabaceae biomass extract, wherein a ratio of a first cannabinoid compound to a second cannabinoid compound in said purified cannabaceae biomass extract is higher than a ratio of said first cannabinoid compound to said second cannabinoid compound in said crude alcoholic cannabaceae biomass extract.
  • the cannabaceae biomass is at least one of hemp and cannabis.
  • the cannabaceae biomass is at least one of hemp, Cannabis Sativa, Cannabis Indica, a hybrid of Cannabis Sativa and Cannabis Indica and Cannabis ruderalis.
  • the at least two cannabinoid compounds comprise at least one of tetrahydrocannabinol (THC), cannabichromene (CBC), cannabidiol (CBD), cannabigerol (CBG), cannabinol (CBN), cannabinodiol (CBND), cannabicyclol (CBL), cannabielsoin (CBE), cannabicitran type (CBCT), cannabitriol (CBT), cannabielsoin (CBL) sesquicannabigerol, cannabicoumarononic acid, cannabinoid benzoquinone, and cannabispiroindane .
  • the at least two cannabinoid compounds is at least one of THC and Tetrahydrocannabinolic acid (THCA), and at least one CBD and cannabidiolic acid (CBDA).
  • the at least two cannabinoid compounds comprise a first cannabinoid compound consisting of CBD, CBDA or a combination thereof, and second cannabinoid compound consisting of THC, THCA or a combination thereof.
  • the cannabaceae biomass is pre-treating the before the step of extracting the biomass.
  • the cannabaceae biomass is dried before the step of extracting the biomass.
  • the pre-treating step comprises grinding the cannabaceae biomass.
  • the cannabaceae biomass is shredded to pieces of from about 1 to about 0,1-inch-long
  • the pre-treating step comprises grinding and drying the cannabaceae biomass.
  • the drying step reduces moisture of the cannabaceae biomass to less than about 15%(wt/wt ratio).
  • the step of providing a crude cannabaceae biomass extract comprises extracting the biomass, using supercritical CCy extraction, an alkane solvent, or an alcoholic solvent.
  • the alkane solvent is at least one of propane, butane, isobutane, pentane, isopentane, neopentane, hexane, 2-methylpentane, 3-methylpentane, 2,2- dimethylbutane, 2,3-dimethylbutane, heptane, methylhexane and dimethylpentane.
  • the biomass is extracted in the alkane solvent at ratio of alkane solvent/ cannabaceae biomass from about 5:1 to about 20:1.
  • the alcoholic solvent is ethanol.
  • the biomass is extracted in the alcoholic solvent at a ratio of alcoholic solvent/ cannabaceae biomass from about 5:1 to about 20:1.
  • the biomass is extracted at a temperature of from about -80 ° C to about 30 ° C.
  • the total amount of cannabinoid compounds in the biomass extract is comprised between 15 and 60% by weight.
  • the step of providing a crude cannabaceae biomass extract comprises providing a crude alcoholic cannabaceae biomass extract comprising evaporating the alkane solvents of the crude cannabaceae biomass extract to provide a crude evaporated extract and diluting the crude evaporated extract in the alcoholic solvent to produce the crude alcoholic cannabaceae biomass extract.
  • the step of providing the crude alcoholic cannabaceae biomass extract comprises removing lipids by winterization to provide a crude winterized alcoholic cannabaceae biomass extract.
  • the crude winterized alcoholic cannabaceae biomass extract is further passed through a powdered layer of activated carbon at a temperature of from about 10°C to about 40 °C.
  • the cannabaceae biomass extract comprises a mass ratio of CBD+CBDA/ THC+THCA of at least about 5.
  • the powdered activated carbon is from wood carbon, coal carbon, or biochar.
  • the powdered activated carbon is acid-activated wood carbon, steam-activated coal carbon, or activated carbon from biochar.
  • the activated carbon powder is immobilized onto an inert support.
  • the powdered activated carbon is at least packed by gravity or by a mechanical packing force.
  • the powdered activated carbon is SiliaCarbTM E-PAK® HA activated Carbons.
  • the method as defined herein, wherein the crude alcoholic cannabaceae biomass extract circulated through the powdered layer of activated carbon comprises about lg of solubilized solid compounds for at least about 1.5g of said activated carbon.
  • the crude alcoholic cannabaceae biomass extract circulated through the powdered layer of activated carbon comprises about lg of solubilized solid compounds for from about 1.5g to about 4g of said activated carbon.
  • the residence time of the crude alcoholic cannabaceae biomass extract on the activated carbon is between about 0.5 and about 5 minutes.
  • further comprising the recovered purified cannabaceae biomass extract is solvent-evaporated to provide an evaporated purified cannabaceae biomass extract.
  • the content of THC and THCA relative to the content of CBD and CBDA in the purified cannabaceae biomass extract is lower than in the crude cannabaceae biomass extract.
  • the concentration ratio of CBD+CBDA to THC+THCA in the purified cannabaceae biomass extract is 3 to 20 time higher than in the crude alcoholic cannabaceae biomass extract.
  • the content of THC and THCA is not detectable or quantifiable in the purified cannabaceae biomass extract.
  • Fig. 1 illustrates a flow chart of the process of producing a purified cannabaceae biomass extract in accordance to an embodiment.
  • the present disclosure relates to a method for producing a purified cannabaceae biomass extract.
  • cannabinoid compounds from a cannabaceae biomass extract may be separated using activated carbon.
  • a method for producing a purified cannabaceae biomass extract 20 comprising providing a crude alcoholic cannabaceae biomass extract 12 comprising at least two cannabinoid compounds in an alcoholic solvent; circulating 14 the crude alcoholic cannabaceae biomass extract through a powdered layer of activated carbon 16; and recovering the purified cannabaceae biomass extract 20, wherein a ratio of a first cannabinoid compound to a second cannabinoid compound in the purified cannabaceae biomass extract is higher than a ratio of the first cannabinoid compound to the second cannabinoid compound in the crude alcoholic cannabaceae biomass extract.
  • the cannabaceae biomass is hemp and/or cannabis, preferably at least one of hemp, Cannabis Sativa, Cannabis Indica, a hybrid of Cannabis Sativa and Cannabis Indica and Cannabis ruderalis, and more preferably hemp.
  • the cannabaceae biomass may be obtained from any part of the cannabaceae plant.
  • the at least one cannabinoid compound is at least one of tetrahydrocannabinol (THC) (such as D9-TH ⁇ 3, Dd-THC), cannabichromene (CBC), cannabidiol (CBD), cannabigerol (CBG), cannabinol (CBN), cannabinodiol (CBND), cannabicyclol (CBL), cannabielsoin (CBE), cannabicitran type (CBCT), cannabitriol (CBT), cannabielsoin (CBL) and other types (such sesquicannabigerol; cannabicoumarononic acid; cannabinoid benzoquinone; cannabispiroindane).
  • said at least two cannabinoid compounds is at least one of THC and Tetrahydrocannabinolic acid (THCA), and at least one CBD and cannabidiolic acid (CBDA).
  • said first cannabinoid compound is CBD, CBDA or a combination thereof.
  • said second cannabinoid compound is THC, THCA or a combination thereof.
  • the method is comprising a step of pre-treating 11 the cannabaceae biomass 13 before the step of extracting the biomass.
  • said pre-treating step 11 is comprising drying the cannabaceae biomass 13.
  • said pre-treating step 11 is comprising grinding the cannabaceae biomass 13.
  • the grinding step is causing a size reduction of the biomass. Examples include shredding of the cannabaceae biomass to pieces of from about 1 to about 0,1-inch-long, preferably about 0,2 inch long.
  • said pre-treating step 11 is comprising grinding and drying the cannabaceae biomass 13.
  • the drying step is reducing moisture of the cannabaceae biomass to less than about 15% (wt/wt ratio).
  • the step of providing a crude cannabaceae biomass extract 12 is comprising extracting the biomass, preferably hemp and/or cannabis, using supercritical C0 2 extraction.
  • the C0 2 extraction has been previously reported and is known to the skilled person. A process is disclosed for example in US 6,403,126 Bl, which is incorporated herein by reference.
  • the step of providing a crude cannabaceae biomass extract 12 is comprising extracting the biomass, preferably hemp and/or cannabis, using an alkane solvent.
  • Non-limiting examples include, propane, butane, isobutane, pentane, isopentane, neopentane, hexane, 2- methylpentane, 3-methylpentane, 2,2-dimethylbutane, 2,3- dimethylbutane, heptane, methylhexane (2 isomers) or dimethylpentane (4 isomers).
  • alkane solvents with lower boiling points are preferred. The alkane extraction has been previously reported and is known to the skilled person. A process is disclosed for example in US 6,403,126 Bl, which is incorporated herein by reference.
  • a typical ratio of alkane solvent/ cannabaceae biomass is from about 5:1 to about 20:1.
  • the step of providing a crude alcoholic cannabaceae biomass extract 12 is comprising extracting the biomass, preferably hemp and/or cannabis, using an alcoholic solvent, preferably ethanol, such as 95% and more ethanol.
  • a typical ratio of alcoholic solvent/ cannabaceae biomass is from about 5:1 to about 20:1.
  • the step of providing a crude cannabaceae biomass extract or crude alcoholic cannabaceae biomass extract 12 using an alkane or alcoholic solvent is conducted at a temperature of from about -80 ° C to about 30 ° C or from about 20 ° C to about 30 ° C or for an alcoholic solvent, such as ethanol, above the melting point or preferably from about 0 ° C to about 30 ° C or from about 20 ° C to about 30 ° C.
  • the total amount of cannabinoid compounds in the evaporated crude cannabaceae biomass extract or evaporated crude alcoholic cannabaceae biomass extract is comprised between 15 and 60% by weight, when assessed by HPLC by the method of De Backer, B. et al, J. chromatogr. B (2009) on a standard curve between 5 and 100 ppm in ethanol.
  • the step of providing the crude alcoholic cannabaceae biomass extract 12 is comprising evaporating the alkane solvents of the crude cannabaceae biomass extract to provide a crude evaporated extract and diluting the crude evaporated extract in the alcoholic solvent (such as ethanol, including 95% or more) to produce the crude alcoholic cannabaceae biomass extract.
  • alcoholic solvent such as ethanol, including 95% or more
  • the step of providing the crude alcoholic cannabaceae biomass extract 12 is comprising removing lipids (winterization/winterizing) to provide a crude winterized alcoholic cannabaceae biomass extract.
  • Winterization is known in the art and can commonly be done by one of the cold ethanol removal, (i.e. by cooling the alcoholic extract sufficiently to cause the wax to solidify and be removed), BHO (Butane Hash Oil) extraction or CO2 extraction.
  • the step of circulating 14 said crude alcoholic cannabaceae biomass extract or said crude winterized alcoholic cannabaceae biomass extract 12 through a powdered layer of activated carbon 16 is conducted at a temperature of from about 10 ° C to about 40 ° C or about 20 ° C to about 30 ° C.
  • the cannabaceae biomass, the crude cannabaceae biomass extract, the evaporated crude cannabaceae biomass extract, the crude alcoholic cannabaceae biomass extract, or the evaporated crude alcoholic cannabaceae biomass extract is comprising a mass ratio of CBD+CBDA/ THC+THCA of at least about 5, preferably between about 5 and about 100.
  • the powdered activated carbon may be acid-activated (wood) carbon, steam-activated (coal) carbon.
  • the activated carbon powder is immobilized onto an inert support.
  • the powdered activated carbon is at least packed by gravity, preferably by a mechanical packing force.
  • An example of commercially available powdered activated carbon immobilized onto a support includes such as SiliaCarbTM E-PAK® HA activated Carbons. Although the SiliaCarbTM E-PAK® carbon filters have generally been used at room temperature for the removal of sub-micron sized particulates in water or other liquids, they have been found to be suitable for use in the method described herein.
  • said crude alcoholic cannabaceae biomass extract 12 is comprising about lg of solubilized solid compounds for at least about 1.5g of said activated carbon, or from about 1.5g to about 4g of said activated carbon.
  • the residence time of the crude alcoholic cannabaceae biomass extract on the activated carbon is between about 0.5 and about 5 minutes.
  • the flow rate of the crude alcoholic cannabaceae biomass extract on the activated carbon is between about 0.5 and about 2.5 BV (bed volume) per minute.
  • the recovered purified cannabaceae biomass extract 20 is solvent-evaporated 21 to provide an evaporated purified cannabaceae biomass extract 22.
  • the content of THC and THCA relative to the content of CBD and CBDA in the purified cannabaceae biomass extract is lower than in the crude cannabaceae biomass extract.
  • the concentration ratio of CBD+CBDA to THC+THCA in the purified cannabaceae biomass extract is 3 to 20 time higher than in the crude alcoholic cannabaceae biomass extract.
  • the content of THC and THCA is not detectable or quantifiable in the purified cannabaceae biomass extract (i.e. before alcohol (preferably ethanol) evaporation) when assessed by the method of De Backer, B. et al r J. chromatogr. B (2009) described herein.
  • Ethanol 190 proof, food grade was obtained from Greenfield.
  • Acetonitrile 100% HPLC grade, ammonium formate, formic acid, And MEOH 100% HPLC grade were obtained from Sigma.
  • Cannabinoid standards (THC, THCA, CBN, CBD, CBDA) were obtained from Cerrilant.
  • SiliaCarbTM E-pak cartridges and the screening kit were obtained from SiliCycle inc.
  • the alcoholic cannabaceae biomass extract is circulated through the SiliaCarbTM E-PAK using a Buchi Module C-601 Pump.
  • the cannabinoid biomass/plants were stored in polyethylene, Zyploc®-type bags.
  • the injection volume was 10 pL and the sample was eluted under isocratic condition with 75/ 25 (v/v) acetonitrile / ammonium formate 50 mM + 0.1% (v/v) formic acid.
  • SiliaCarbTM E-PAK® HA Cartridges Activated Carbon 5 x 1 cm (5g of activated carbon) were use with a Laboratory Scale SiliaCarbTM E-PAK® Cartridges housing kit.
  • the mass ratio of activated carbon/total solubilized solids compounds in the crude ethanolic hemp extract was 2.92.
  • the flow rate of crude ethanolic hemp extract was set at 0.66 BV/minute. 350 mL of the crude ethanolic hemp extract was passed on the column and the purified hemp extract was collected, evaporated and analysed by HPLC.
  • the agitation was set between 85-130 rpm for 5 min then the crude ethanolic hemp extract was centrifuged out through the filtration bag by centrifugation at 1500 RPM for 5 min.
  • the crude ethanolic hemp extract comprised an CBD total to THC total ratio equal to 27.

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Abstract

La présente divulgation concerne un procédé de production d'un extrait de biomasse de cannabaceae purifié, dans un extrait de biomasse de cannabaceae alcoolique brut comprenant au moins deux composés cannabinoïdes dans un solvant alcoolique étant mis en circulation à travers une couche en poudre de charbon actif et l'extrait de biomasse de cannabaceae purifié étant récupéré avec un rapport de composés cannabinoïdes dans l'extrait de biomasse de cannabaceae purifié supérieur au rapport des composés cannabinoïdes dans l'extrait de biomasse de cannabaceae alcoolique brut.
PCT/CA2021/050492 2020-04-30 2021-04-13 Procédé de production d'un extrait de biomasse de cannabaceae purifié Ceased WO2021217241A1 (fr)

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US17/996,548 US20230218692A1 (en) 2020-04-30 2021-04-13 Method for producing a purified cannabaceae biomass extract
CA3180647A CA3180647A1 (fr) 2020-04-30 2021-04-13 Procede de production d'un extrait de biomasse de cannabaceae purifie

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Cited By (1)

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CN113956228A (zh) * 2021-11-05 2022-01-21 中国农业科学院麻类研究所 一种大麻酚的提取分离方法

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US20160228385A1 (en) * 2015-02-05 2016-08-11 Colorado Can Llc Purified cbd and cbda, and methods, compositions and products employing cbd or cbda
US20190010110A1 (en) * 2017-07-07 2019-01-10 Orochem Technologies, Inc. Process for separating a constituent/cannabinoid using a chromatographic resin
US20190118161A1 (en) * 2014-09-16 2019-04-25 Kuraray Co., Ltd. Process for producing adsorbent including activated carbon

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US7344736B2 (en) * 2002-08-14 2008-03-18 Gw Pharma Limited Extraction of pharmaceutically active components from plant materials

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US20190118161A1 (en) * 2014-09-16 2019-04-25 Kuraray Co., Ltd. Process for producing adsorbent including activated carbon
US20160228385A1 (en) * 2015-02-05 2016-08-11 Colorado Can Llc Purified cbd and cbda, and methods, compositions and products employing cbd or cbda
US20190010110A1 (en) * 2017-07-07 2019-01-10 Orochem Technologies, Inc. Process for separating a constituent/cannabinoid using a chromatographic resin

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113956228A (zh) * 2021-11-05 2022-01-21 中国农业科学院麻类研究所 一种大麻酚的提取分离方法
CN113956228B (zh) * 2021-11-05 2023-07-07 中国农业科学院麻类研究所 一种大麻酚的提取分离方法

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